A Blog For When I'm Gone.

The group allegedly included stars like David Blaine, Tobey Maguire, Jay Ferguson, Josh Miller, Ethan Suplee, and Scott Bloom. But the leader was unquestionably DiCaprio. From the mid to late 1990s, DiCaprio took his squad out partying all over New York City. They chased girls, pulled pranks, and clowned the paparazzi. 

The Posse didn't receive its nickname for its members' interest in modern art. The young stars' obsession with partying and girls earned them the title in Hollywood circles in the '90s. That focus allegedly continued past the group's '90s heyday. Later, a story emerged that DiCaprio had bet Tobey Maguire that he could sleep with six Victoria's Secret models during the Cannes Film Festival.

Reportedly, DiCaprio took an efficient approach by inviting the women to join him in threesomes.